Brewster Holidays
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Brewster Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
LivAway Suites Portland-Scarborough
S$878
per person
9 Oct - 12 Oct
found 13 hours ago
Return direct flight included
Raleigh (RDU) to Boston (BOS)
8/10 Very good! (301 reviews)
Good bed, however missing pots and pans and other appliances that one would use with the full kitchen that was given
Reviewed on 6 Aug, 2026
Candlewood Suites Portland - Scarborough by IHG
S$874
per person
9 Oct - 12 Oct
found 13 hours ago
Return direct flight included
Raleigh (RDU) to Boston (BOS)
8.2/10 Very good! (1,001 reviews)
Outside trash bins over flowing, cigarette butts all over ground, dog feces not cleaned up, sidewalk and gazebo area with lose rock where cement had deteriorated. Not a great visual first impression and not addressed quickly.
Nice that rooms have some cookware dishes etc, but would sure be nice to have a small knife to cut instead the big one, Some kitchen shears maybe on a chain screwed into the wall if worried about theft.
More information on what is available to purchase or to borrow as those were great, but I did not happen on some of it until I had stayed several days or already purchased items. Would have been nice to be able to purchase some items in small quantity such as a baggie with 3 or 4 packets of catsup, mustard, mayonnaise, salt, pepper and small tubs of peanut butter and jelly. small containers of cooking oil. more than one kind of laundry detergent (some for sensitive skin) dryer sheets. I hated that I ended up throwing away lots of food items due to not being able to buy small enough amounts for my needs from the grocery store.
Reviewed on 4 Aug, 2026
Brewster Beach Holiday
There's nothing more relaxing than a Brewster holiday. Whether you're enjoying refreshing cocktails at a local bar or reading your favourite magazine by the shore, your trip to Brewster is an ideal time to live out your beachy dreams. Many visitors like to stay near Breakwater Beach, situated just 2 kilometres from downtown. However, you'll also discover a great range of Brewster holiday packages close to Linnell Landing Beach and Robbins Hill Beach, two other well-liked nearby options.
Top hotels in Brewster
The Villages at Ocean Edge
One Villages Drive Brewster MA
S$333
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"The property was meticulous, we were very pleased with our stay and plan on returning in the future."
Reviewed on 8 Aug, 2026
The Mansion at Ocean Edge
2907 Main Street Brewster MA
S$572
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"The amenities are nice, and the beach is beautiful. We had a Deluxe Double Queen room on the 1st floor of the East wing which was a nice size and had a spacious bathroom. The main disappointment with the room was that it faced the back with no view whatsoever. The beach and pool got very crowded ..."
Reviewed on 8 Aug, 2026
Charm on Main by Ocean Edge
2553 Main Street Brewster MA
S$278
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (23 reviews)
"Expect irregularities on the rooms. Know what to ask and don't take anything for granted. Don't even assume you have a bathroom in your room... And don't assume the room is not tiny . Or that the AC is not located near your head, humming and blowing wind straight on your face when you go to sleep ..."
Reviewed on 4 Aug, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Brewster attractions
Nickerson State Park
8.6/10 (47 reviews)
Explore 1,900 acres of pine forests and kettle ponds at this Cape Cod retreat. Hike wooded trails, swim in clear waters, or connect to the Cape Cod Rail Trail for a quintessential New England outdoor experience.
Breakwater Beach
8.8/10 (70 reviews)
Explore Breakwater Beach's dramatic tidal flats, where receding waters reveal a natural aquarium of marine life. Visit at low tide to wander the vast sand expanse and discover treasures in warm, shallow pools.
Cape Cod Museum of Natural History
8.8/10 (110 reviews)
Explore Cape Cod's natural wonders through interactive exhibits of local marine life and coastal ecology. Stroll the museum's nature trails connecting woodlands to salt marshes for prime bird watching.
Paine's Creek Beach
Witness Cape Cod Bay transform at Paine's Creek Beach as vast tidal flats emerge during low tide. Explore shallow pools teeming with marine life while enjoying the warm, gentle waters perfect for families.
Ocean Edge Golf Club
8.8/10 (75 reviews)
Cape Cod's only Nicklaus Design course offers dramatic elevation changes and meticulously maintained fairways. Resort guests can enjoy exclusive access to this private club with post-round dining overlooking the course.
Rail Trail Bike Shop
10.0/10 (3 reviews)
Situated directly on the Cape Cod Rail Trail, this shop offers premium bikes and kayaks for all skill levels. Explore scenic routes through Nickerson State Park and local waterways with their well-maintained equipment.
Sheep Pond
10.0/10 (2 reviews)
This crystal-clear kettlehole pond offers some of the deepest, cleanest freshwater swimming in Cape Cod. Explore the wooded shoreline, cast for trout, or simply float in the pristine waters far from the ocean crowds.
Linnell Landing Beach
8.0/10 (2 reviews)
Why not spend a lazy afternoon at Linnell Landing Beach during your trip to Brewster? Amble around this relaxing area's beautiful beaches or seek out the golf courses.
Frequently asked questions
How much does a Brewster holiday package cost?
You'll find cheap prices from S$801 on Expedia for your Brewster break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Brewster costs.
What are the cheapest months to go to Brewster?
You can generally find reduced prices and greater availability in December, January and February. Check out our cheap Brewster holiday packages and you could score some great off-season discounts.
How many days is enough for Brewster?
We recommend booking a Brewster holiday for a minimum of 3 days. This will allow you time to check off popular sights such as Robbins Hill Beach and Linnell Landing Beach, and also check out neighbourhoods like Northwest Harwich and East Orleans. You might even be able to make time for a day trip or two outside of Brewster.
Is it worth booking a holiday package to Brewster?
Brewster is a good holiday destination with attractions like Nickerson State Park among the many things to keep you busy. Whether you're travelling with the family or planning a trip with friends, a Brewster holiday promises fun for everyone.
How to find the best Brewster package deals?
Bagging a cheap Brewster package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Brewster package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Brewster holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights separately. Better still, you can personalise your Brewster escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Brewster?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Brewster trip.
How to plan a trip to Brewster?
- Choose your travel dates: The things you want to do in Brewster and your preferred season can help you decide when to get away.
- Set a budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to Brewster. Then, select a hotel that matches your budget, whether that's an affordable option or a lavish retreat.
- Work out your trip length: Think about how much time you want to spend discovering Brewster. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Combine your airfare and accommodation: Once you've settled on your dates and duration, book the right Brewster holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
